An Electrochemical Method for the Synthesis of Allyl Silanes.

Abstract

Allyl silanes are strategic building blocks in organic synthesis, used in the synthesis of important compounds including natural products, for instance. Their synthesis often requires the use of transition metal or the manipulation of highly reactive species. With the aim to develop a more sustainable approach, we report herein the electrochemical synthesis of allyl silanes in an undivided cell. This catalyst-free method proceeds under mild reaction conditions and is used to access a panel of allyl silanes, which are isolated in moderate to very good yields (27 examples, 21%-78% yields). Finally, the study of the reaction mechanism supports a plausible reaction pathway involving a silyl nucleophile, able to react according to a SN2 or SN2’ reaction.